通过串联催化不对称氢化/氧杂-Michael 环化反应对映选择性合成 2,6-顺式二取代四氢吡喃：一种高效合成（-）-延胡索乙素的方法。
Enantioselective synthesis of 2,6-cis-disubstituted tetrahydropyrans via a tandem catalytic asymmetric hydrogenation/oxa-Michael cyclization: an efficient approach to (-)-centrolobine.
机构信息
State Key Laboratory and Institute of Elemento-organic Chemistry, Nankai University, Tianjin 300071, China.
出版信息
Org Lett. 2012 Sep 21;14(18):4758-61. doi: 10.1021/ol3020144. Epub 2012 Aug 30.
PMID:22934577
Abstract
A highly efficient one-pot process via a tandem reaction of catalytic asymmetric hydrogenation and oxa-Michael cyclization for the synthesis of 2,6-cis-disubstituted tetrahydropyrans has been developed (ee up to 99.9%, cis/trans-selectivity up to 99:1). This method provides a concise route to (-)-centrolobine (68.8% yield, three steps).
摘要
发展了一种通过催化不对称氢化和氧杂-Michael 环化的串联反应的高效一锅法合成 2,6-顺式二取代四氢吡喃（ee 值高达 99.9%，顺/反选择性高达 99:1）。该方法为（-）-延胡索乙素（68.8%收率，三步）提供了一条简洁的路线。
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